44. A Tribe Called Quest "Description of a Fool" (1990)
Producer: A Tribe Called Quest
Album: People's Instinctive Travels and the Paths of Rhythm
"These are three stories from the naked city." This was one of Tribe's earliest singles and one of their most memorable moments on wax. In 1989, sampling Roy Ayers' "Runnin'" was not only creative, it was downright ballsy. This song is technically a bonus track tacked on to the end of the compact disc, but it's a beautiful summation of the album's theme-a meandering but profound voyage through the dangerous, wondrous streets of New York.